jo5b02528_si_001.pdf (2.67 MB)
Base-Free Direct Synthesis of Alkynylphosphonates from Alkynes and H‑Phosphonates Catalyzed by Cu2O
journal contribution
posted on 2016-02-03, 00:00 authored by Yanina Moglie, Evangelina Mascaró, Victoria Gutierrez, Francisco Alonso, Gabriel RadivoyA simple
and mild methodology for the direct synthesis of alkynylphosphonates
is presented. The reaction of a variety of terminal alkynes with dialkyl
phosphites in the presence Cu2O (14 mol %) led to the formation
of the corresponding alkynylphosphonates in good to excellent yields.
Reactions are performed under air, in acetonitrile as solvent, and
in the absence of base or ligand additives. This new methodology is
compatible with the presence of a wide variety of functional groups
on the starting alkynes and can be scaled up to a gram scale.